Studies on flavans. 1. Facile synthesis of (+/-)-7-hydroxy-3 ',4 '-methylenedioxyflavan and (+/-)-4 '-hydroxy-7-methoxyflavan by a BF3 center dot Et2O-mediated pyran cyclization

Authors
Li, Y Yang, JH Li, WDZ Hou, LM Xue, JJ Li, YL
Citation
Y. Li et al., Studies on flavans. 1. Facile synthesis of (+/-)-7-hydroxy-3 ',4 '-methylenedioxyflavan and (+/-)-4 '-hydroxy-7-methoxyflavan by a BF3 center dot Et2O-mediated pyran cyclization, J NAT PROD, 64(2), 2001, pp. 214-216
Citations number
32
Categorie Soggetti
Agricultural Chemistry","Pharmacology & Toxicology
Journal title
JOURNAL OF NATURAL PRODUCTS
ISSN journal
01633864 → ACNP
Volume
64
Issue
2
Year of publication
2001
Pages
214 - 216
Database
ISI
SICI code
0163-3864(200102)64:2<214:SOF1FS>2.0.ZU;2-6
Abstract
A facile approach for the synthesis of flavans was developed by employing a BF3. Et2O-catalyzed pyran cyclization in an aprotic polar solvent as a key step, by which concise total syntheses of(+/-)-7-hydroxy-3',4'-methylenedi oxyflavan (1) and (+/-)-4'-hydroxy-7-methoxyflavan (2), two naturally occur ring flavans, were achieved.